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B(C 6 F 5 ) 3 ‐Catalyzed Hydroarylation of Terminal Alkynes with Phenols
Author(s) -
Zhou Jiaming,
Huang Jin,
Lu Changhui,
Jiang Huanfeng,
Huang Liangbin
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202100590
Subject(s) - chemistry , protonation , phenols , catalysis , substrate (aquarium) , alkyne , phenol , terminal (telecommunication) , medicinal chemistry , stereochemistry , organic chemistry , ion , telecommunications , oceanography , computer science , geology
We developed a B(C 6 F 5 ) 3 catalyzed hydroarylation of terminal alkynes with various phenols at room temperature without adding any additives, leading to the synthesis of 2‐ gem ‐vinylphenols with good regio‐selectivity. Those transformations featured a broad substrate scope with moderate yields. Mechanism studies indicated that those transformations proceeded through the activation of phenol by B(C 6 F 5 ) 3 with subsequent protonation of alkyne/Friedel‐Crafts‐type reaction.